CA2117218A1 - Polymeric ophthalmic lens prepared from unsaturated polyoxyethylene monomers - Google Patents
Polymeric ophthalmic lens prepared from unsaturated polyoxyethylene monomersInfo
- Publication number
- CA2117218A1 CA2117218A1 CA002117218A CA2117218A CA2117218A1 CA 2117218 A1 CA2117218 A1 CA 2117218A1 CA 002117218 A CA002117218 A CA 002117218A CA 2117218 A CA2117218 A CA 2117218A CA 2117218 A1 CA2117218 A1 CA 2117218A1
- Authority
- CA
- Canada
- Prior art keywords
- monomer
- ophthalmic lens
- lens prepared
- polymeric ophthalmic
- unsaturated polyoxyethylene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000178 monomer Substances 0.000 title abstract 6
- 229920003171 Poly (ethylene oxide) Polymers 0.000 title abstract 4
- -1 polyoxyethylene Polymers 0.000 title abstract 4
- 239000000203 mixture Substances 0.000 abstract 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 abstract 1
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 abstract 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 abstract 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 abstract 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 abstract 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 229920006037 cross link polymer Polymers 0.000 abstract 1
- 239000000017 hydrogel Substances 0.000 abstract 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 abstract 1
- 229940088644 n,n-dimethylacrylamide Drugs 0.000 abstract 1
- YLGYACDQVQQZSW-UHFFFAOYSA-N n,n-dimethylprop-2-enamide Chemical compound CN(C)C(=O)C=C YLGYACDQVQQZSW-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
- C08F290/02—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated end groups
- C08F290/06—Polymers provided for in subclass C08G
- C08F290/062—Polyethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L51/00—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers
- C08L51/08—Compositions of graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Compositions of derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
- G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
- G02B1/041—Lenses
- G02B1/043—Contact lenses
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S525/00—Synthetic resins or natural rubbers -- part of the class 520 series
- Y10S525/937—Utility as body contact e.g. implant, contact lens or I.U.D.
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Optics & Photonics (AREA)
- General Physics & Mathematics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Eyeglasses (AREA)
- Materials For Medical Uses (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Prostheses (AREA)
- Polyethers (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A soft hydrogel contact lens, is disclosed. The lens is derived from a crosslinked polymer comprising the reaction product of a monomer mixture comprising:
(A) a monounsaturated polyoxyethylene monomer;
(B) a diunsaturated polyoxyethylene monomer of relatively high molecular weight;
(C) a diunsaturated polyoxyethylene monomer of relatively low molecular weight; and (D) a hydrophilic monomer selected from the group consisting of hydroxyethyl methacrylate, methacrylic acid, N,N-dimethyl-acrylamide, N-vinyl pyrrolidone, glycerol monomethacrylate, itaconic acid, and mixtures thereof.
(A) a monounsaturated polyoxyethylene monomer;
(B) a diunsaturated polyoxyethylene monomer of relatively high molecular weight;
(C) a diunsaturated polyoxyethylene monomer of relatively low molecular weight; and (D) a hydrophilic monomer selected from the group consisting of hydroxyethyl methacrylate, methacrylic acid, N,N-dimethyl-acrylamide, N-vinyl pyrrolidone, glycerol monomethacrylate, itaconic acid, and mixtures thereof.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US2922093A | 1993-03-10 | 1993-03-10 | |
US8/29,220 | 1993-03-10 | ||
US8/156,135 | 1993-11-22 | ||
US08/156,135 US5484863A (en) | 1993-03-10 | 1993-11-22 | Polymeric ophthalmic lens prepared from unsaturated polyoxyethylene monomers |
Publications (2)
Publication Number | Publication Date |
---|---|
CA2117218A1 true CA2117218A1 (en) | 1994-09-11 |
CA2117218C CA2117218C (en) | 2005-07-12 |
Family
ID=26704694
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA002117218A Expired - Fee Related CA2117218C (en) | 1993-03-10 | 1994-03-08 | Polymeric ophthalmic lens prepared from unsaturated polyoxyethylene monomers |
Country Status (28)
Country | Link |
---|---|
US (1) | US5484863A (en) |
EP (1) | EP0614921B1 (en) |
JP (1) | JP3519446B2 (en) |
KR (1) | KR940021624A (en) |
CN (1) | CN1065545C (en) |
AT (1) | ATE157105T1 (en) |
AU (1) | AU670856B2 (en) |
BR (1) | BR9401119A (en) |
CA (1) | CA2117218C (en) |
CZ (1) | CZ52094A3 (en) |
DE (1) | DE69405025T2 (en) |
DK (1) | DK0614921T3 (en) |
ES (1) | ES2107128T3 (en) |
FI (1) | FI941122A (en) |
GR (1) | GR1002791B (en) |
GT (1) | GT199400017A (en) |
HK (1) | HK1000685A1 (en) |
HN (1) | HN1994002006A (en) |
HU (1) | HUT67848A (en) |
IL (1) | IL108901A0 (en) |
NO (1) | NO302480B1 (en) |
NZ (1) | NZ260058A (en) |
PH (1) | PH31637A (en) |
RU (1) | RU94007349A (en) |
SG (1) | SG73965A1 (en) |
TW (1) | TW291485B (en) |
UY (1) | UY23741A1 (en) |
ZA (1) | ZA941646B (en) |
Families Citing this family (36)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3488929B2 (en) * | 1994-06-20 | 2004-01-19 | 関西ペイント株式会社 | Hydrophilic crosslinked polymer fine particles and method for producing the same |
US5681889A (en) * | 1994-06-20 | 1997-10-28 | Kansai Paint Co., Ltd | Hydrophilic crosslinked polymer fine particles and process for production thereof |
US7468398B2 (en) | 1994-09-06 | 2008-12-23 | Ciba Vision Corporation | Extended wear ophthalmic lens |
US5760100B1 (en) | 1994-09-06 | 2000-11-14 | Ciba Vision Corp | Extended wear ophthalmic lens |
EP0900244A4 (en) * | 1996-05-23 | 2000-05-10 | Sola Int Holdings | UV CURABLE VINYL ESTERS WITH HIGH REFRACTION INDEX |
US6822016B2 (en) | 2001-09-10 | 2004-11-23 | Johnson & Johnson Vision Care, Inc. | Biomedical devices containing internal wetting agents |
US7461937B2 (en) * | 2001-09-10 | 2008-12-09 | Johnson & Johnson Vision Care, Inc. | Soft contact lenses displaying superior on-eye comfort |
US7052131B2 (en) * | 2001-09-10 | 2006-05-30 | J&J Vision Care, Inc. | Biomedical devices containing internal wetting agents |
US20070043140A1 (en) * | 1998-03-02 | 2007-02-22 | Lorenz Kathrine O | Method for the mitigation of symptoms of contact lens related dry eye |
DE1095076T1 (en) * | 1998-07-08 | 2002-04-04 | Sunsoft Corp., Albuquerque | INTERMEDIATE POLYMERS NETWORK OF HYDROPHILIC HYDROGELS FOR CONTACT LENSES |
US6070604A (en) * | 1998-08-07 | 2000-06-06 | Carter; Mark C. | Erectable shelter with collapsible central roof support |
US6592816B1 (en) | 1999-03-01 | 2003-07-15 | Johnson & Johnson Vision Care, Inc. | Sterilization system |
US7879288B2 (en) * | 1999-03-01 | 2011-02-01 | Johnson & Johnson Vision Care, Inc. | Method and apparatus of sterilization using monochromatic UV radiation source |
DE10002059A1 (en) * | 2000-01-18 | 2001-07-26 | Roehm Gmbh | Coating composition with anti-fogging properties |
US6372815B1 (en) | 2000-04-18 | 2002-04-16 | Ocular Sciences Inc | Ophthalmic lenses and compositions, and methods for producing same |
FR2832717B1 (en) * | 2001-11-26 | 2004-07-09 | Essilor Int | RADICAL-POLYMERIZABLE COMPOSITION CONDUCTING ORGANIC SHOCK-RESISTANT GLASSES |
US20030151293A1 (en) * | 2002-02-11 | 2003-08-14 | Mclarty Richard H. | Furniture frame |
US20070138692A1 (en) * | 2002-09-06 | 2007-06-21 | Ford James D | Process for forming clear, wettable silicone hydrogel articles |
US7368127B2 (en) * | 2002-12-19 | 2008-05-06 | Johnson & Johnson Vision Care, Inc. | Biomedical devices with peptide containing coatings |
US20040120982A1 (en) * | 2002-12-19 | 2004-06-24 | Zanini Diana | Biomedical devices with coatings attached via latent reactive components |
HUE035379T2 (en) * | 2003-04-24 | 2018-05-02 | Coopervision Int Holding Co Lp | Hydrogel contact lenses and package systems and production methods for same |
EP1818692A3 (en) * | 2006-02-08 | 2010-05-19 | Johson & Johnson Vision Care Inc. | Release aids for releasing silicone hydrogen ophthalmic lenses |
EP2042486A1 (en) * | 2007-09-26 | 2009-04-01 | 3M Innovative Properties Company | Methacrylate Based Monomers containing a Urethane Linkage, Process for Production and Use thereof |
CN101990430B (en) * | 2007-12-12 | 2015-05-27 | 3M创新有限公司 | 3m innovative properties co |
US20090244479A1 (en) * | 2008-03-31 | 2009-10-01 | Diana Zanini | Tinted silicone ophthalmic devices, processes and polymers used in the preparation of same |
US8940337B2 (en) | 2009-12-30 | 2015-01-27 | Axcelon Biopolymers Corporation | Transparent bacterial cellulose nanocomposite hydrogels |
US9612363B2 (en) * | 2010-11-04 | 2017-04-04 | Johnson & Johnson Vision Care, Inc. | Silicone hydrogel reactive mixtures comprising borates |
US9109059B2 (en) | 2011-12-30 | 2015-08-18 | Industrial Technology Research Institute | Superabsorbent polymers |
JP5915291B2 (en) * | 2012-03-16 | 2016-05-11 | Dic株式会社 | UV curable composition, adhesive and polarizing plate |
US9423528B2 (en) | 2012-06-25 | 2016-08-23 | Johnson & Johnson Vision Care, Inc. | Method of making silicone containing contact lens with reduced amount of diluents |
JP6529156B2 (en) | 2015-02-18 | 2019-06-12 | 昭和電工株式会社 | Composition, method of producing composition and method of producing unsaturated compound |
JP6641497B2 (en) | 2016-10-14 | 2020-02-05 | 旭化成株式会社 | Isocyanate composition, method for producing isocyanate polymer, and isocyanate polymer |
JP7396284B2 (en) | 2018-08-20 | 2023-12-12 | 株式会社レゾナック | Composition, method for producing composition, and method for producing unsaturated compound |
US11661474B2 (en) | 2018-08-20 | 2023-05-30 | Showa Denko K.K. | Composition, production method for composition, and production method for unsaturated compound |
WO2020040045A1 (en) | 2018-08-20 | 2020-02-27 | 昭和電工株式会社 | Composition, production method for composition, and production method for unsaturated compound |
US20210276943A1 (en) | 2018-08-20 | 2021-09-09 | Showa Denko K.K. | Composition, production method for composition, and production method for unsaturated compound |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS543738B2 (en) * | 1974-05-27 | 1979-02-26 | ||
JPS52102748A (en) * | 1976-02-25 | 1977-08-29 | Hoya Lens Co Ltd | Method of manufacturing soft contact lens |
FR2582658B1 (en) * | 1985-05-28 | 1990-02-23 | Nippon Sheet Glass Co Ltd | COPOLYMER OF ACRYLIC DERIVATIVES WITH HIGH REFRACTION INDEX, PARTICULARLY FOR THE MANUFACTURE OF OPTICAL LENSES, AND ITS PREPARATION |
JPS6271924A (en) * | 1985-09-25 | 1987-04-02 | Japan Atom Energy Res Inst | Manufacturing method of soft contact lens material |
US4780488A (en) * | 1986-08-29 | 1988-10-25 | Ciba-Geigy Corporation | Wettable, flexible, oxygen permeable, substantially non-swellable contact lens containing polyoxyalkylene backbone units, and use thereof |
US4978713A (en) * | 1987-12-16 | 1990-12-18 | Ciba-Geigy Corporation | Polyvinyl alcohol derivatives containing pendant vinylic monomer reaction product units bound through ether groups and hydrogel contact lenses made therefrom |
US4921956A (en) * | 1988-02-26 | 1990-05-01 | Ciba-Geigy Corporation | Hydrophilic modifier monomers |
DE68928089T2 (en) * | 1988-02-26 | 1997-12-18 | Ciba Geigy Ag | Wettable, flexible, oxygen-permeable, swellable polymer with polyoxyalkylene units in the main chain and contact lens |
JP2990284B2 (en) * | 1988-10-27 | 1999-12-13 | 日本精化株式会社 | Glycoside derivative, glycoside derivative-containing polymer and its production |
US4889664A (en) * | 1988-11-25 | 1989-12-26 | Vistakon, Inc. | Method of forming shaped hydrogel articles including contact lenses |
US4929692A (en) * | 1989-01-11 | 1990-05-29 | Ciba-Geigy Corporation | Crosslinked copolymers and ophthalmic devices made from vinylic macromers containing perfluoropolyalkyl ether and polyalkyl ether segments and minor amounts of vinylic comonomers |
US5034461A (en) * | 1989-06-07 | 1991-07-23 | Bausch & Lomb Incorporated | Novel prepolymers useful in biomedical devices |
US5115056A (en) * | 1989-06-20 | 1992-05-19 | Ciba-Geigy Corporation | Fluorine and/or silicone containing poly(alkylene-oxide)-block copolymers and contact lenses thereof |
DE4003721A1 (en) * | 1990-02-08 | 1991-08-14 | Bayer Ag | Polymerisable mixts. useful for prodn. of moulded optical parts - contain bifunctional unsatd. phthalate ester, vinyl]-aromatic cpd. or aromatic (meth)acrylate] and cycloaliphatic (meth)acrylate] |
EP0493320B1 (en) * | 1990-12-20 | 1996-07-31 | Ciba-Geigy Ag | Fluorine and/or Silicone containing poly(alkylene-oxide)-block copolymer hydrogels and contact lenses thereof |
-
1993
- 1993-11-22 US US08/156,135 patent/US5484863A/en not_active Expired - Lifetime
-
1994
- 1994-03-08 CZ CZ94520A patent/CZ52094A3/en unknown
- 1994-03-08 CA CA002117218A patent/CA2117218C/en not_active Expired - Fee Related
- 1994-03-08 GR GR940100121A patent/GR1002791B/en unknown
- 1994-03-09 IL IL10890194A patent/IL108901A0/en unknown
- 1994-03-09 RU RU94007349/04A patent/RU94007349A/en unknown
- 1994-03-09 FI FI941122A patent/FI941122A/en unknown
- 1994-03-09 ZA ZA941646A patent/ZA941646B/en unknown
- 1994-03-09 ES ES94301661T patent/ES2107128T3/en not_active Expired - Lifetime
- 1994-03-09 NO NO940829A patent/NO302480B1/en unknown
- 1994-03-09 HU HU9400699A patent/HUT67848A/en unknown
- 1994-03-09 DK DK94301661.8T patent/DK0614921T3/en active
- 1994-03-09 DE DE69405025T patent/DE69405025T2/en not_active Expired - Lifetime
- 1994-03-09 EP EP94301661A patent/EP0614921B1/en not_active Expired - Lifetime
- 1994-03-09 SG SG1996005831A patent/SG73965A1/en unknown
- 1994-03-09 NZ NZ260058A patent/NZ260058A/en unknown
- 1994-03-09 CN CN94104312A patent/CN1065545C/en not_active Expired - Fee Related
- 1994-03-09 AT AT94301661T patent/ATE157105T1/en not_active IP Right Cessation
- 1994-03-10 JP JP06543794A patent/JP3519446B2/en not_active Expired - Fee Related
- 1994-03-10 PH PH47909A patent/PH31637A/en unknown
- 1994-03-10 BR BR9401119A patent/BR9401119A/en not_active Application Discontinuation
- 1994-03-10 HN HN1994002006A patent/HN1994002006A/en unknown
- 1994-03-10 KR KR1019940004900A patent/KR940021624A/en not_active Application Discontinuation
- 1994-03-10 AU AU57730/94A patent/AU670856B2/en not_active Ceased
- 1994-03-10 UY UY23741A patent/UY23741A1/en unknown
- 1994-03-10 GT GT199400017A patent/GT199400017A/en unknown
- 1994-05-27 TW TW083104883A patent/TW291485B/zh active
-
1997
- 1997-11-26 HK HK97102244A patent/HK1000685A1/en not_active IP Right Cessation
Also Published As
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
EEER | Examination request | ||
MKLA | Lapsed |
Effective date: 20140310 |